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Holiday Homes in South Dennis

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    Travellers to South Dennis are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 24 Rentals in South Dennis
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    Home Away From Home1 / 11
    (14)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Bike Trail EZ access; 5 bikes; 2 pers kayak; grill1 / 13
    (28)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Convenient Location with Centrai Air  Short drive to Mayflower Beach1 / 4
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    In the HEART OF THE MID CAPE ~ CLOSE TO EVERYTHING! DOG FRIENDLY CHARMER! Enjoy a vacation getaway in a quiet neighborhood yet CLOSE to shopping, dining, public golf, BIKE TRAIL & both sides of Dennis BEACHES! Just a few miles to MAYFLOWER BEACH on Cape Cod Bay and to WEST DENNIS BEACH on Nantucket...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Life's A Beach1 / 27
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed 5 November 2016
    This Cape Cod cottage is amazing! It has a perfect combination of a fabulous, clean spacious newly renovated property and 2 amazing owners! We arrived a little late in the...
    Reviewed 30 October 2016
    My wife and I enjoyed very much the time we spend in this property because of the good price and the vicinity to some of the best beaches of Cape Cod. It turned out that we were...
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    About this property
    Our modern 4 br 2 bath Raised Ranch house is tastefully decorated with all you need for a relaxing vacation; from new brand name memory foam mattresses that will help you take a restful sleep, to a peaceful backyard. Located at the heart of Cape Cod, 4 mi from the Bay; 5 mi to the Nantucket Sound,...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brand new 2 bedroom cottage for rent!1 / 12
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Reviewed 26 September 2017
    Lovely facility, accurate description. Location in mid-section of Cape allows for quick trips to other parts of Cape and even with Jose nearby we saw most of them! Owner...
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    About this property
    This 1950s-era cottage, gut-renovated in 2014, has been transformed into a beautiful retreat. Everything is new: new hardwood floors, new stainless steel appliances, new quartz counter tops, new dishwasher, new central air, new washer/drier, new flat screen TV. It has two bedrooms: one with a day...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    This is a true Cape Cod knotty pine summer cottage. Built on the shores of Follins Pond in south Dennis, MA. Simple and wonderful, with an enclosed porch, private yard , outdoor shower and access to private beach on the salt water pond. Centrally located in a quiet family neighborhood. Cape Cod...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Perfect house. Perfect location.Perfect for your vacation. This cute home features 4 bedrooms and 2 bathrooms. It offers fully equipped kitchen, fire place, beautiful patio with grill station, cable TV, wi-fi and coziness. You can hardly imagine better location. Play your favorite sports. Johnny...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Sleeps 8; (1 King, 2 Queens, 1 Twin, 1 Full Sleeper). 3 Bedrooms, 2 Full Baths. Beautifully renovated, spacious living room overlooking the scenic panorama of Swan River and your dock for kayaking, canoeing, fishing and swimming. Fully appliance kitchen, window A/C units, laundry, large outside...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    bayside five bedroom sleeping 101 / 27
    (1)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    A BAY SIDE HOME THAT SLEEPS 10!! New owners have taken the time to update this 4 bedroom, two and a half bath home. Fresh paint and new carpeting give this large home a 'beachy' feel. Property offers five bedrooms, window AC in four of them, washer, dryer, and wifi. Enjoy the outside upper...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Three bedroom home with central air conditioning1 / 10
    (8)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Sparkling clean and newly remodeled ranch with central air conditioning and hardwood floors. Large, updated eat-in kitchen with wet bar, dishwasher, microwave, toaster oven and coffeemaker. Property includes use of shared private tennis court. Other amenities include washer, dryer, cable TV,...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Sleeps 8; (1 King, 1 Queen, 2 Twins, 1 Queen Sleeper), three (3) bedrooms and two (2) full baths. Spacious living room overlooking the scenic panorama of Swan River and your own private dock for kayaking, canoeing, fishing and swimming. Fully equipped eat-in kitchen, washer and dryer, WiFi Internet...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Three bedroom with central air conditioning1 / 14
    (1)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Lovely well maintained home located in a peaceful, quiet residentail area in South Dennis. Just a quick drive to popular West Dennis and South Village Beaches. Home has a spacious fenced in back yard with a nice deck to help you relax. Amenities include central a/c, ceiling fans in each room,...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    WALK TO FOLLINS POND!!! This three bedroom home offers comfort and relaxation. Relax on the deck, read a book in the 4 season screened porch, or walk to the beach at Follins Pond (brackish water). This property is a short drive to either the north or south side beaches. Amenities include central...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE POOL AND WATER VIEWS! This 4 bedroom, 2 bath home is what you have been waiting for! Updated furnishings, washer/dryer, wifi, window a/c in each bedroom, and an in ground pool (unheated) will make your vacation memorable. Views of Bass River from your front door. Being one of four...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 bedroom home with ac1 / 14
    (4)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Ranch home with eat-in-kitchen and hardwood floors. Remodeled bathrooms for 2018 season. Includes a dishwasher, microwave, toaster, toaster oven, coffeemaker and washer and dryer. Owner adding wifi and a new couch for 2015. A 12’x18’ deck is located directly off of the dining area and offers a...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    3 bedroom home with fabulous views of Swan River1 / 21
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 17 June 2016
    Everything about the rental was exactly as advertised. The view was amazing...say a coyote one morning and a doe and two fawns one late afternoon. The house was very...
    Reviewed 29 July 2014
    It's a great home for a large family. We rented it for many years - until our children got older and had jobs. Thinking of going back next year for nostalgia sake - and...
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    About this property
    Set way, way back from the road with fabulous views of beautiful Swan River and the wetlands beyond. The great room has floor to ceiling glass with multiple decks overlooking the river and wetlands. There are two large bedroom suites with water views. Other amenities include wifi internet, TV,...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    About this property
    Sleeps 6 - 8+; (1 King, 1 Queen, 1 Full, 2 Twins, 1 Full Sleeper). 3 Bedrooms + Loft, 2 Full Baths. Fully equipped kitchen, living room, dining area, cable TV, DVD, telephone, and WiFi Internet access. Laundry, outside shower, natural gas grill, and huge deck with panoramic view of Swan Pond where...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Northside three bedroom with central air conditioning1 / 18
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Another north side location with central air. This three bedroom, one bathroom home is a quick drive to Mayflower beach. Owners purchased contemporary furnishings to give this home a modern feel. Amenities include washer, dryer, wifi, and gas grill. SQUARE FOOTAGE: 1180 Bedroom 1: Queen...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Breathtaking views of Swan River from this three bedroom home sleeping 8. Enjoy the multi level seating on the back deck and private dock, perfect for outdoor entertaining, dining, relaxing in the sun and launching your kayaks. Amenities include two full bathrooms, window air conditioning in the...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    About this property
    Book this ranch-style 3-bedroom, 2-bathroom vacation rental house in South Yarmouth for your next Massachusetts adventure. Boasting 3,168 square feet of comfortable living space, a spacious deck sitting directly over the Bass River, and a central Cape Cod location, this home is perfect for 8 guests...
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    South Dennis, Cape Cod 02664
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    This 3 bedroom, 2.5 bath home is what you have been waiting for! Property was recently purchased. New furnishings, fresh paint, washer/dryer, wifi, window a/c in master bedroom, and in ground pool will make your vacation memorable. Home is at the end of a cul-de-sac abutting conservation area,...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    PRIVATE DOCK! Fully renovated three bedroom, two full bathroom home located directly on Swan River. Enjoy your summer vacation in this immaculate, well maintained home with window air conditioning in the living room and all bedrooms. Fully equipped kitchen with granite counter tops. Modern,...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Enjoy amazing views and stunning sunsets from this three bedroom waterfront home overlooking Swan Pond! Launch your kayak, sailboat, or paddle board right from the private backyard. Amenities include two full bathrooms, air conditioning in living area and two bedrooms, WiFi, DVD, washer/dryer,...
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    South Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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